3-Cyano-6-fluorochromone

Base Information

• Chemical Name: 3-Cyano-6-fluorochromone
• CAS No.: 227202-21-3
• Molecular Formula: C₁₀H₄FNO₂
• Molecular Weight: 189.146
• Hs Code.: 2932990090
• DSSTox Substance ID: DTXSID80380993
• Nikkaji Number: J1.252.753E
• Wikidata: Q82171534
• Mol file: 227202-21-3.mol

Synonyms:227202-21-3;3-Cyano-6-fluorochromone;6-fluoro-4-oxochromene-3-carbonitrile;6-Fluoro-4-oxo-4h-chromene-3-carbonitrile;6-Fluorochromone-3-carbonitrile;6-FLUOROCHROMONE-3-CARBONITRILE 97;C10H4FNO2;SCHEMBL13978659;DTXSID80380993;MFCD03094001;AKOS015889587;CS-0336335;4-Oxo-6-fluoro-4H-1-benzopyran-3-carbonitrile;J-014823

Chemical Property of 3-Cyano-6-fluorochromone

Chemical Property:

• Melting Point: 174-178 °C(lit.)
• PSA: 54.00000
• LogP: 1.80378
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 189.02260653
• Heavy Atom Count: 14
• Complexity: 341

Purity/Quality:

98%Min ^*data from raw suppliers

3-Cyano-6-fluorochromone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=C1F)C(=O)C(=CO2)C#N

Technology Process of 3-Cyano-6-fluorochromone

There total 3 articles about 3-Cyano-6-fluorochromone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 58.0%

6-fluoro-4-oxo-4H-1-benzopyran-3-carboxaldehyde 3-O-methyl oxime → 6-fluoro-4-oxo-4H-1-benzopyran-3-carbonitrile (227202-21-3)

Guidance literature:

With 4 A molecular sieve; sulfuric acid; In benzene; Heating;

DOI:10.1021/jo991031j

Reference yield: 55.0%

<(chlorosulfinyloxy)methylene>dimethylammonium chloride (25575-32-0) + 6-fluoro-4-oxo-4H-chromene-3-carbaldehyde oxime → 6-fluoro-4-oxo-4H-1-benzopyran-3-carbonitrile (227202-21-3)

Guidance literature:

In dichloromethane; at 0 - 20 ℃;

DOI:10.1515/HC.2004.10.4-5.279

Reference yield:

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one (394-32-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 6-fluoro-4-oxo-4H-1-benzopyran-3-carbonitrile (227202-21-3)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 ℃; for 0.5h;

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one; at 0 - 20 ℃; for 4h;

With hydroxylamine hydrochloride; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1039/d1ob00215e

upstream raw materials:

<(chlorosulfinyloxy)methylene>dimethylammonium chloride

1-(5-fluoro-2-hydroxyphenyl)ethan-1-one

N,N-dimethyl-formamide